20 Questions To Ask Your Best Friend

To grow connections and friendship with your BFF you need to put lot of efforts. Sharing things with each other and asking them questions might help you grow stronger. It might seem obvious. Deep questions bring people closer together. Sharing personal feelings, experiences, and fear enhances your trust and helps you understand one another better.

If you have a best friend that you never ask deep questions to, it does not mean the friendship is doomed to fail, but it can plateau and remain on the surface level.

# What does our friendship mean to you?

This is a great place to start. You can dive deeper into what your relationship means and what you want it to mean. Do you have fun together, do you share everything? Or are you practically family?

# Are you afraid of dying?

Although it is likely something we all think about time and again, it is very possible you’ve never spoken to your best friend about it. Sharing your greatest fears may not make them dissipate, but it can make you feel better to get it off your chest.

# What do you think happens when you die?

A follow-up question to the last is one we all consider. Is there a heaven and hell? Do we just disappear? Are we still connected to our bodies? Do we become ghosts? There is a lot to share here, and who better to discuss it with than your BFF?

# Do you want to have kids?

Another personal question that would be inappropriate for the lady down the street to ask, but from your best friend, it tells you about the future and can open up a whole new side of your best friend.

# How is your relationship with your family?

Again, you may see your best friend daily, but talking about the ins and outs of family dynamics is not the easiest, especially if things are on the fritz. Discuss where things are. Are they tense? Is there anything you can do to help?

# Are you really over your last break up?

We all tend to put up a good front when we are in pain and reeling over a bad breakup. And although we stop talking about it before we stop thinking about it, it could still be very painful. Make sure your friend knows you are happy to let them vent.

# What is your biggest regret?

Do you already know your friend’s biggest regret? I don’t. But that is something that can certainly open up a different part of yourself. Think about your biggest regret, wouldn’t talking to someone you love and trust about it make it a little less heavy to carry around?

# Who do you idolize the most?

Oprah? Michelle Obama? Chris Evans? Harriet Tubman? And why? The person you idolize says a lot about the person you are and who you aspire to be.

# What makes you furious?

Trump? People not recycling? Texting and driving? Your alarm clock? Your parents annoying you to get married and give them grandchildren? Who knows, you probably share a lot of the same pet peeves.

# If you could go back to anytime in your life, when would it be?

I love this question, personally. Would your best friend go back to high school? Would they want to change things or just experience them again?

# Are you satisfied with where your life is right now?

This can really open up a can of worms, but it is important to admit if you’re unhappy so you can do something about it. And if they are happy, celebrating that with the person you’re closest to means a lot.

# When was the last time you cried? And why?

One of those deep questions to ask your best friend that can be quite sad is this one. Did they cry recently because they fought with their partner? Did they cry when they saw a baby at the store?

# Is there anything you would change about me?

Do not ask this question if you are not prepared to hear the answer or answer it yourself. But, if this person is really your best friend, they likely know a lot about you, even the flaws, yet they still chose you as their best friend. So the answer couldn’t be too bad.

As a matter of fact, I know my best friend would say if she could change something about me, it would be for me to take more risks and put myself out there more toexperience things more fully. That’s a pretty darn good answer if you ask me.

# Have you ever kept a secret from me? If so, why?

I am not trying to start a fight here, but you likely are over whatever that situation may have been anyway. They most likely had a good reason for keeping something from you, or maybe they admit they were wrong and would have done some different if they could.

Discussing stuff, you may have swept under the rug can make your relationship stronger.

# If you found out my partner cheated on me, would you tell me? And vice versa?

This is something you should definitely discuss with your best friend. Personally, I always think honesty is the best policy, but knowing your best friend’s take on the situation is very important.

If something were to happen, would they want to hear it from you or their partner? And would they feel comfortable telling you?

# Do you believe in ghosts, psychics, etc?

I adore this question. As someone intensely intrigued by mediums and ghost sightings, this is always so fun to talk about. And it isn’t just about scary stories but lets you into your friend’s beliefs.

Do they think their family members are watching over them? Do they think psychics are real? Or are they super skeptical about the whole thing?

# Are you afraid of getting old?

So many people are afraid of aging. Whether it is the vanity, the health aspect, or just the fact that life is getting shorter, sharing this deep question with your best friend will guide you into the future together.

# Is there anything you’re afraid you’ll never accomplish?

Afraid you’ll never meet someone? Maybe your friend fears never traveling the world or being completely fulfilled at work. This question can lead to a pep talk from one another to make sure these fears are just fears and not realities.

# Do you believe in God?

No matter your religion or lack thereof, sharing your belief system with your best friend can clue you into things you may know about each other but never fully understood.

# Have you ever not told me when you were upset with me?

This can help air out old wounds. They could be holding onto something from a long time ago, and this gives your best friend a chance to get it off their chest.

This is a great deep question to ask your best friend because coming out of it your friendship will be stronger.